3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1613720-93-6
• Molecular Formula: C₂₈H₃₃FN₄O₄
• Molecular Weight: 508.593
• Mol file: 1613720-93-6.mol

Synonyms:3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester

Chemical Property of 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester

There total 16 articles about 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-[(R)-1-((R)-7-bromo-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl)ethyl]-3-methyl-azetidine-1-carboxylic acid tert-butyl ester (1613720-90-3) + o-fluorophenylboronic acid (1993-03-9) → 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester (1613720-93-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 90 ℃;

Reference yield:

(R)-1-methyl-9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,5-dihydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-2(1H)-one (1613720-71-0) → 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester (1613720-93-6)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 90 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C

3: Chiralcel AD-H 250 x 30mm I.D., 5 μm. / ethanol / Resolution of racemate

4: acetic acid; bromine / 1 h / 20 °C

5: triethylamine / methanol / 1.5 h / 20 °C

6: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; bromine; sodium carbonate; acetic acid; triethylamine; In 1,4-dioxane; methanol; ethanol; water; 6: |Suzuki Coupling;

Reference yield:

3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl)vinyl]azetidine-1-carboxylic acid tert-butyl ester (1613720-89-0) → 3-{(R)-1-[(R)-7-(2-fluorophenyl)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl]ethyl}-3-methylazetidine-1-carboxylic acid tert-butyl ester (1613720-93-6)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C

2: Chiralcel AD-H 250 x 30mm I.D., 5 μm. / ethanol / Resolution of racemate

3: acetic acid; bromine / 1 h / 20 °C

4: triethylamine / methanol / 1.5 h / 20 °C

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 90 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; bromine; sodium carbonate; acetic acid; triethylamine; In 1,4-dioxane; methanol; ethanol; water; 5: |Suzuki Coupling;

upstream raw materials:

(R)-9-bromo-1-methyl-3,5-dihydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-2(1H)-one

(R)-1-methyl-9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,5-dihydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-2(1H)-one

3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl)vinyl]azetidine-1-carboxylic acid tert-butyl ester

3-methyl-3-[1-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triazaphenanthren-6-yl)ethyl]azetidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(R)-6-[(R)-1-(1,3-dimethylazetidin-3-yl)ethyl]-7-(2-fluoro-phenyl)-4-methyl-2,10-dihydro-9-oxa-1,2,4a-triazaphenanthren-3-one